Homofenazine

Originator

Pasaden,Homburg,Italy,1972

Manufacturing Process

35 parts of 3-trifluoromethyl-phenothiazine in 200 parts of toluene were reacted with 6.1 parts soda amide and then with 28.8 parts of 3-bromopropylhomopiperazine. After a 2 hour reaction period the reaction mixture was washed with water twice and then extracted with dilute HCl, the resulting extract alkalized with excess K2CO3 and the precipitated base taken up in ether. After drying the ether extract and evaporation of the ether, the residue was distilled. 20.3 parts of 3-trifluoromethyl-10-(3'-homopiperazino)-propylphenothiazine having a boiling point of 225° to 230°C at 1 mm Hg pressure were obtained.
20 parts of 3-trifluoromethyl-10-(3'-homopiperazino)-propyl-phenothiazine in 100 parts of butanol were refluxed for 4 hours together with 5.5 parts of 2- chloroethanol and 11 parts potassium carbonate. The reaction mixture was diluted with 200 parts of ether, then washed three times with water and dried with potassium carbonate. After evaporation of the solvent the residue was distilled under a vacuum of 1 mm Hg. 17.5 parts of 3-trifluoro methyl-10-[3'- (4"-(2"-hydroxyethyl)-homopiperazino)-propyl]-phenothiazine distilled over at 230° to 240°C. The difumarate of this base had a melting point of 148°C.

Therapeutic Function

Tranquilizer

Raw materials

Preparation Products